Recognition Properties and Self-assembly of Planar [M(2-pyridyl-1,2,3-triazole)2 ]2+ Metallo-ligands

Chem Asian J. 2019 Apr 15;14(8):1136-1142. doi: 10.1002/asia.201801132. Epub 2018 Sep 20.

Abstract

Molecular recognition continues to be an area of keen interest for supramolecular chemists. The investigated [M(L)2 ]2+ metallo-ligands (M=PdII , PtII , L=2-(1-(pyridine-4-methyl)-1 H-1,2,3-triazol-4-yl)pyridine) form a planar cationic panel with vacant pyridyl binding sites. They interact with planar neutral aromatic guests through π-π and/or metallophilic interactions. In some cases, the metallo-ligands also interacted in the solid state with AgI either through coordination to the pendant pyridyl arms, or through metal-metal interactions, forming coordination polymers. We have therefore developed a system that reliably recognises a planar electron-rich guest in solution and in the solid state, and shows the potential to link the resultant host-guest adducts into extended solid-state structures. The facile synthesis and ready functionalisation of 2-pyridyl-1,2,3-triazole ligands through copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) "click" chemistry should allow for ready tuning of the electronic properties of adducts formed from these systems.

Keywords: metallo-ligands; molecular recognition; palladium(II); platinum(II); π-π interactions.